When’s cover photo
When

When

Insurance and Employee Benefit Funds

CHICAGO, IL 6,054 followers

Modern offboarding and a post-employment solution for employers and employees.

About us

When is a comprehensive, AI-driven technology platform and healthcare severance solution that provides unparalleled support for employees navigating offboarding, life changes, and the complex health insurance market, all while saving your company time and money.

Industry
Insurance and Employee Benefit Funds
Company size
11-50 employees
Headquarters
CHICAGO, IL
Type
Privately Held
Founded
2020
Specialties
offboarding, health insurance, cobra risk, HRIS integration, healthcare severance, reduction-in-force, and post-employment support

Locations

Employees at When

Updates

  • When reposted this

    🎬And That’s a Wrap! The 2025 Silicon Valley Employers Forum Innovation Symposium Was a Success!💡 Over the past two days, we explored the future of employee benefits innovation, featuring six trailblazing innovators who are reshaping healthcare, financial advocacy, parental benefits, obesity and cardiometabolic care, and more for a global workforce. A huge thank you to our presenters and attendees for making this event a powerful exchange of insights, strategies, and forward-thinking solutions! 🙌 Phoebe Healthee TenCode Benefits Ilant Health Reclaim Health When This year’s Virtual Innovation Symposium reinforced the power of personalization, simplification and proactive support. #SVEFInnovation #FutureOfBenefits #EmployeeWellness #EmployeeBenefits #BenefitsOptimization #HealthcareInnovation

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  • View organization page for When

    6,054 followers

    Important insights from our CEO Andy on the recent NPR and ProPublica investigation into mental health coverage disparities. This issue deeply affects our work helping people navigate insurance transitions, especially after job loss. Read Andy's take on theses findings and California's promising new approach:

    Important investigation from NPR and ProPublica on mental health coverage disparities. The findings are striking: while insurers are required to offer equal access to mental and physical health care, they can essentially write their own rules for what's 'medically necessary.' A few key points that caught my attention: ▶︎ Insurers often create internal standards instead of following professional medical guidelines ▶︎ Only 9 states define clinical standards for mental health coverage decisions ▶︎ For hour-long visits, mental health providers are reimbursed about half of what medical providers receive This hits close to home for us at When. Every day, we help people navigate health insurance transitions, and mental health coverage is often one of if not their biggest medical concern, especially after a layoff. The gap between what's promised and what's actually available can be devastating. California's new approach is worth watching: requiring insurers to follow evidence-based standards and cover underlying conditions, not just acute symptoms. As more states strengthen their oversight, we might finally see meaningful change in how mental healthcare is covered. Kudos to ProPublica for shining light on this critical issue. Worth a read for anyone interested in how their state prioritizes mental healthcare. #ReadyForWhen #MentalHealth #NPR #HealthInsurance

  • View organization page for When

    6,054 followers

    Our CEO Andrew Hamilton breaks down an important trend in healthcare alternatives and why it matters. While cost-sharing ministries might seem appealing, they represent a concerning shift toward unregulated healthcare options. The surge in membership - from 200K to 1.7M people - shows how desperately Americans need affordable healthcare alternatives. But betting your health on unregulated coverage isn't the answer. That's why we're committed to helping people find and enroll in affordable, regulated healthcare coverage that actually protects them. Because no one should have to choose between financial security and reliable health coverage. #ReadyForWhen #HealthInsurance #Premiums #Coverage #AffordableHealthcare

    Just read a fascinating article in Vox about the rise of health cost-sharing ministries, so here’s a breakdown of what they are - and why they're both appealing and concerning. Think of them as groups where members pool their money to help cover each other's medical bills. You make monthly payments (like premiums, but they can't legally call them that), and when you need care, you submit your bills to the group. Here's the catch (and why When wouldn’t recommend them): These aren't insurance plans. They're not regulated like insurance, don't have to cover pre-existing conditions, and can deny claims for pretty much any reason. Yes, the monthly costs are often lower than traditional coverage, but there's no guarantee your medical bills will actually get paid. Still, membership jumped from 200,000 to 1.7M people in just over a decade. That's a lot of Americans looking for alternatives to traditional health coverage. The stories in this piece are eye-opening, with families facing $100K+ bills after their claims were denied, often due to fine print about pre-existing conditions or waiting periods they never knew existed. This isn't just about individual choices - it's a symptom of a system that's forcing impossible decisions. While I understand the appeal of lower costs, betting your health on unregulated alternatives is a risky game. At When, we know that affordable, safe coverage options exist, which is why we’ve dedicated our platform to helping people find and enroll in them with ease. #ReadyForWhen #Healthcare #HealthInsurance #Premiums #InsuranceClaims

  • View organization page for When

    6,054 followers

    Thrilled to announce that When has been selected to present at the Innovation Roundtable, A World 50 Group Community's Employer Health Innovation Roundtable (EHIR) on March 5th in New York! EHIR brings together HR and benefits leaders from Fortune 500 companies who are actively seeking innovative solutions to enhance employee health and wellbeing. We're honored to be presenting to Cohort 1, which includes some of the world's most influential technology, retail, healthcare, and financial services companies. This is our second time presenting at EHIR, and we're excited to share how When is transforming the way companies support their employees through health coverage transitions. Whether it's job changes, relocations, or life events, ensuring continuous access to care remains one of HR's biggest challenges - and opportunities. #ReadyForWhen #EHIR #Startup #Innovation #HRTech #HealthInsurance

  • View organization page for When

    6,054 followers

    📣 Sales Director role open 📣 We're seeking a strategic Sales Director to join our fast-paced team and lead our broker channel growth. You'll work directly with our Co-Founder/CSO to build and execute our broker sales strategy. When is revolutionizing how companies handle employee exits and post-employment health coverage. Our AI-driven platform is already transforming the offboarding experience for thousands of employees, and we're growing fast. If you have 7+ years of enterprise B2B SaaS experience in HR tech or benefits, a track record of C-suite sales, and are excited about shaping the future of employee transitions – we want to talk to you. Join a team of committed innovators who are passionate about making a real difference in people's lives during career transitions. Remote role with competitive base + commission and full benefits. #ReadyForWhen #SalesDirector #OpenRole #Apply #HRTech #SaaS #Sales

  • When reposted this

    Excited to share that When has been selected to participate in the Selection Series of BrokerTech Ventures' pitch competition! What makes this one different? It's all about authentic conversations and real-time problem-solving - no rehearsed pitches or polished decks. Just honest dialogue about how we're transforming post-employment support and why it matters. Honestly, this format feels perfect. Every conversation about When starts with a simple truth: the end of employment shouldn't mean the end of support. Whether I'm talking to VCs, brokers, or HR leaders, the story remains the same - we're here to transform how companies say goodbye to their people. Looking forward to sharing When's mission with the BrokerTech Ventures community. #ReadyForWhen #HRTech #Innovation #Startup #EmployeeExperience

  • View organization page for When

    6,054 followers

    Our CEO Andrew Hamilton shares his insights about the changing media landscape and the critical importance of supporting employees through industry evolutions. As traditional business models evolve, organizations have an opportunity to transform challenging transitions into moments that demonstrate their values and commitment to their people. Learn more about creating positive transition experiences during industry changes at forwhen.com

    As someone who grew up religiously watching Tom Skilling on WGN-TV and still starts every morning with Paul Konrad's uniquely entertaining weather updates, the Allen Media Group (owners of the The Weather Channel) news about potential layoffs of meteorologists hits close to home. This isn't just about weather forecasts - it signals a broader shift in broadcast media for 2025. When was the last time you waited for the local news to check the weather? As viewers shift to AI-powered apps and on-demand content, traditional media companies are being forced to rethink everything - from their business models to their talent needs. These changes aren't easy. They affect real people who've built careers and connections in this industry - trusted faces who've become part of our daily routines and communities. But as media companies navigate this evolution, one thing becomes clear: how they support people during these transitions will shape both their reputation and their ability to attract talent for whatever comes next. This won't be the last transition we see in media this year. The question is: who will lead the way in showing how to handle these changes with both strategic vision and human empathy? #ReadyForWhen #Media #BroadcastNews #FutureOfMedia #Layoffs #MediaTrends

  • View organization page for When

    6,054 followers

    With tech companies and federal agencies rolling out voluntary buyouts, When CEO Andrew Hamilton cuts through the terminology to focus on what really matters: how organizations support their people during these transitions. Because whether it's a buyout or layoff, the need for meaningful support remains the same. Check out our latest blog where we explain the distinctions between buyouts and layoffs, and how a supportive exit process should be applied to both. Read more: https://lnkd.in/gPAt6w9r

    I’ve been thinking a lot about the news around "voluntary separations" in the form of buyouts. While the exit paths may differ between buyouts and layoffs, the fundamental need remains the same: providing meaningful support and showing genuine respect for people during these transitions. Because how we say goodbye matters, regardless of what we call it. While both lead to workforce reductions, buyouts and layoffs create vastly different employee experiences. Buyouts offer choice and agency - giving employees the ability to weigh options, time their departure, and leave on their terms. Layoffs remove control from that equation. But regardless of how transitions happen, what ultimately defines these moments is how organizations support their people through them. It comes down to the fundamentals: transparent communication, comprehensive healthcare guidance, and meaningful resources for navigating what's next. Because at the end of the day, it's not just about reducing headcount - it's about treating people with dignity during life-changing moments. #ReadyforWhen #Buyouts #Layoffs #Severance #COBRA #Employees

  • View organization page for When

    6,054 followers

    Our CEO Andrew Hamilton was quoted in WorkLife's latest piece on financial stress and workplace productivity, highlighting the need to think beyond traditional financial wellness programs. "It's a tough time for everyone right now," Andy shared. "Some employers have really dug in on responding to that reality. They're investing in incredible systems that support financial well-being. But is that really enough?" The question strikes at the heart of what we do at When. Financial stress often peaks during career transitions. Supporting employees' financial wellbeing means thinking about the full journey, including the critical periods between jobs. Read the full article in WorkLife below. #ReadyforWhen #Layoffs #FinancialWellness #EmployeeBenefits #WorkplaceCulture #HR

    View organization page for WorkLife

    5,208 followers

    As employees strain to meet the rising cost of living, skyrocketing expenses around necessities like healthcare and childcare, and student loan debt, financial stress has become a workplace issue employers cannot afford to ignore. Seven in 10 workers report high or moderate levels of stress, with more than half citing their personal financial situation as a primary stressor, according to employee benefits platform Alight Solutions’s Hot Topics in Retirement and Financial Wellbeing study. The impact on workplace performance is alarming, with more than 6 in 10 HR leaders noting decreased employee performance due to financial pressures, per Alight. In this piece by Tony Case, we speak to Tate Hackert of ZayZoon, Laurel Taylor of Candidly, and Andrew Hamilton of When. Read the full story here: https://lnkd.in/eYQ9ASaG

  • View organization page for When

    6,054 followers

    New Harvard Business School research examines why companies are laying-off during a healthy economy and the ripple effects on innovation and culture, confirming what When has always believed: how companies handle workforce transitions matters deeply. Unsupportive layoffs can demoralize remaining employees and hinder innovation. Taking risks feels a lot less comfortable when your colleagues are being forced out around you. That's why we're committed to making these moments less stressful by ensuring everyone has the support they need to find the right healthcare coverage for their next chapter. It's encouraging to see this issue getting the attention it deserves. Yet the gap between understanding the impact of transitions and actually transforming how we handle them remains significant. The research is clear - now it's time for organizations to turn these insights into meaningful support for people during critical career moments. #ReadyForWhen #Offboarding #Layoffs #COBRA #HealthInsurance #HarvardResearch

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